Introduction of a new synthetic route about Ferrocenemethanol

With the rapid development of chemical substances, we look forward to future research findings about 1273-86-5

Ferrocenemethanol, cas is 1273-86-5, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.,1273-86-5

General procedure: ferrocenemethanol was added to the substrates 1a-l in a round bottomflask and the mixture was heated under stirring at 50-90C (as reported in Table 1), the reaction was monitored byTLC and capillary electrophoresis, after completion of reaction. The reactionmixture was flash chromatographed by silica gel column to give the purecompounds 3a-l as reported in Table 1. Typical eluent: hexane/ethyl acetate= 7/3.

With the rapid development of chemical substances, we look forward to future research findings about 1273-86-5

Reference£º
Article; Shisodia, Suresh Udhavrao; Auricchio, Sergio; Citterio, Attilio; Grassi, Marco; Sebastiano, Roberto; Tetrahedron Letters; vol. 55; 4; (2014); p. 869 – 872;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Simple exploration of 1273-86-5

1273-86-5 Ferrocenemethanol 10856885, airon-catalyst compound, is more and more widely used in various.

1273-86-5, Ferrocenemethanol is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of 1.0 mmol of ferrocenylcarbinol and 1.0 mmol of the corresponding heterocycle in 1.0 ml of methylene dichloride, 0.18 ml of 45 % aqueous solution of fluoroboric acid was added under vigorous stirring. The agitation was continued for 5 min then Et2O (15 ml), the same amount of cold water, and 5-10 mg of ascorbic acid were added to the reaction flask. After vigorous shaking of the mixture the organic solution was separated, washed with cold water (3¡Á15 ml), the solvent was removed and the residue was dried over CaCl2. All types of products (pyrrolidine as well as imidazolidine and thiazolidine derivatives) were equally purified, namely by column chromatography (silica, eluent hexane EtOAc 3:1), and solids obtained after chromatography were crystalized from ethanol.

1273-86-5 Ferrocenemethanol 10856885, airon-catalyst compound, is more and more widely used in various.

Reference£º
Article; Rogatkina, Elena Yu.; Ivanova, Anna S.; Rodionov, Alexey N.; Peregudov, Alexander S.; Korlyukov, Alexander A.; Volodin, Alexander D.; Belousov, Yury A.; Simenel, Alexander A.; Arkivoc; vol. 2018; 5; (2018); p. 272 – 282;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Downstream synthetic route of 1273-86-5

As the paragraph descriping shows that 1273-86-5 is playing an increasingly important role.

1273-86-5, Ferrocenemethanol is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Acetophenone (60 mg, 0.5 mmol),Cat. [Ir] (5.4 mg, 0.005 mmol, 1.0 mol%),Cesium carbonate (33 mg, 0.1 mmol, 0.2 equiv.),Ferrocene methanol (130 mg, 0.6 mmol)And tert-amyl alcohol (1 ml) were successively added to a 5 mL round bottom flask.The reaction mixture was refluxed in air for 12 hours,Cool to room temperature.Rotate the solvent to remove the solvent,The purified title compound was then purified by column chromatography (developing solvent: petroleum ether / ethyl acetate)Yield: 92%

As the paragraph descriping shows that 1273-86-5 is playing an increasingly important role.

Reference£º
Patent; Nanjing University of Science and Technology; Liu, Pengcheng; Lu, Lei; Li, Feng; (12 pag.)CN106478395; (2017); A;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Simple exploration of 1273-86-5

1273-86-5 Ferrocenemethanol 10856885, airon-catalyst compound, is more and more widely used in various.

1273-86-5, Ferrocenemethanol is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of ferrocenyl alcohol 1 or 2 (2.0 mmol) and 3-amino-o-carborane hydrochloride (2.0 mmol) in dry MeNO2 (5mL) CAN (87 mg, 0.16 mmol, 0.8 mol%) was added. The resultingmixture was stirred at room temperature until TLC analysisrevealed complete disappearance of starting alcohol 1 or 2 (usually3-4 h). Then EtOAc (10 mL) was added to a reaction mixture andresulting solution was washed repeatedly with water, dried withanhydrous Na2SO4, filtered and the solvents were evaporated invacuo. The remained product was treated with CH2Cl2 (50 ml),passed through a silica gel layer (2.0 cm) on the filter to give correspondingproducts 15, 17 after the evaporation of volatiles atreduced pressure.

1273-86-5 Ferrocenemethanol 10856885, airon-catalyst compound, is more and more widely used in various.

Reference£º
Article; Ol’shevskaya, Valentina A.; Makarenkov, Anton V.; Borisov, Yury A.; Ananyev, Ivan V.; Kononova, Elena G.; Kalinin, Valery N.; Ponomaryov, Andrey B.; Polyhedron; vol. 141; (2018); p. 181 – 190;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Brief introduction of 1273-86-5

The synthetic route of 1273-86-5 has been constantly updated, and we look forward to future research findings.

1273-86-5, Ferrocenemethanol is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: ferrocenemethanol was added to the substrates 1a-l in a round bottomflask and the mixture was heated under stirring at 50-90C (as reported in Table 1), the reaction was monitored byTLC and capillary electrophoresis, after completion of reaction. The reactionmixture was flash chromatographed by silica gel column to give the purecompounds 3a-l as reported in Table 1. Typical eluent: hexane/ethyl acetate= 7/3.

The synthetic route of 1273-86-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Shisodia, Suresh Udhavrao; Auricchio, Sergio; Citterio, Attilio; Grassi, Marco; Sebastiano, Roberto; Tetrahedron Letters; vol. 55; 4; (2014); p. 869 – 872;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Downstream synthetic route of 1273-86-5

As the paragraph descriping shows that 1273-86-5 is playing an increasingly important role.

1273-86-5, Ferrocenemethanol is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of ferrocenyl alcohol 1 or 2 (2.0 mmol) and correspondingmercapto derivative in dry MeNO2 (5 mL) CAN (22 mg,0.04 mmol, 0.2 mol%) was added. The resulting mixture was stirredat room temperature until TLC analysis revealed complete disappearanceof starting alcohol 1 or 2 (usually 3-4 h). Then reactionmixture was poured onto a water (40 mL), organic layer was separated,the aqueous phase was extracted with EtOAc (2 10 mL),and the combined organic solution was dried over Na2SO4, filteredand the solvents were evaporated in vacuo. The remained productwas treated with CH2Cl2 (50 ml) and passed through a silica gellayer (2.5 cm) on the filter to give corresponding products 5-9,11 after the evaporation of volatiles at reduced pressure.

As the paragraph descriping shows that 1273-86-5 is playing an increasingly important role.

Reference£º
Article; Ol’shevskaya, Valentina A.; Makarenkov, Anton V.; Borisov, Yury A.; Ananyev, Ivan V.; Kononova, Elena G.; Kalinin, Valery N.; Ponomaryov, Andrey B.; Polyhedron; vol. 141; (2018); p. 181 – 190;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Analyzing the synthesis route of 1273-86-5

The synthetic route of 1273-86-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1273-86-5,Ferrocenemethanol,as a common compound, the synthetic route is as follows.

General procedure: 1.1 mmol of triethylamine was added to a stirred mixture of 1.0 mmol of metallocene alcohol (7, 8, 12) or 0.45 mmol of ferrocene diol (10, 11) and 1.0 mmol of 4,5-dichloroisothiazole- or 5-arylisoxazole-3-carbonyl chloride in 50 mL of diethyl ether at 20-23C. The reaction mixture was stirred at that temperature during 24 h. The precipitated triethylamine hydrochloride was filtered off and washed with diethyl ether (5 ¡Á 10 mL). The filtrate was washed with 10 % aqueous NaCl and 5 % aqueous NaHCO3. The solvent was removed, and the residue was recrystallized from a benzene-hexane (2 : 1) mixture (14, 15, 19, and 20) or from hexane (16,17, 21, and 22). 3,4,4-Trichloro-1-cymantrenylbut-3-en-1-yl 4,5-dichloroisothiazole-3-carboxylate 18 was obtained as a viscous oil and was used without further purification.

The synthetic route of 1273-86-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Potkin; Dikusar; Kletskov; Petkevich; Semenova; Kolesnik; Zvereva; Zhukovskaya; Rosentsveig; Levkovskaya; Zolotar; Russian Journal of General Chemistry; vol. 86; 2; (2016); p. 338 – 343; Zh. Obshch. Khim.; vol. 86; 2; (2016); p. 338 – 343,6;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Analyzing the synthesis route of 1273-86-5

The synthetic route of 1273-86-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1273-86-5,Ferrocenemethanol,as a common compound, the synthetic route is as follows.

Ferrocenemethanol (2a, 0.020 g, 0.093 mmol) was dissolved in dichloromethane (0.4 mL) thio phenol (0.031 g, Place the 0.28 mmol). Fluoro boric acid solution to the solution put (48 wt%, 0.034 mL, 0.18 mmol). Mixed reactions After stirring for 5 minutes with water at room temperature, poured into a saturated aqueous solution of sodium bicarbonate (5 mL), place a dichloromethane (10 mL) Uh diluted. The organic layer was separated and extracted three times the remaining water layer with dichloromethane (10 mL x 3). Oil collected Group layer is washed with a saturated aqueous sodium chloride solution, placed into the over anhydrous sodium sulfate, filtered under reduced pressure. The solvent of the filtrate under reduced pressure After removing all column chromatography (hexane: ethyl acetate = 30: 1) to give compound 3a as a yellow solid (0.028 g, 98%).

The synthetic route of 1273-86-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Diatech Korea Co. Ltd.; Sogang University Research Foundation; Moon, PongJin; Oh, HaNa; Kang, NaNa; Cheon, AeRan; Park, Gye Shin; Park, Hyeong Soon; Pang, Choo Young; (31 pag.)KR101583811; (2016); B1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

Brief introduction of 1273-86-5

The synthetic route of 1273-86-5 has been constantly updated, and we look forward to future research findings.

1273-86-5, Ferrocenemethanol is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A 48% aqueous solution of tetrafluoroboric acid (0.21 mL, 1.2 mmol) was added to a suspension of ferrocenyl carbinol (1 mmol) and 2mercaptobenzoxazole (1 mmol) in dichloromethane (1 mL) under vigorous stirring. The stirring was continued for 5-15 mL. Then water (10 mL) and diethyl ether (10 mL) were added to the reaction mixture. The resulting mixture was washed with water (2¡Á20 mL), the organic layer was separated and dried with Na2SO4. The solvent was removed under water pump vacuum. 3(Ferrocenylmethyl)benz[d]oxazole-2-thione (1a). Yield 72%. Yellow powder. M.p. 166.8-167.2 C. Found (%): C, 61.97; H, 4.32; N, 4.04; Fe, 15.96. Calculated (%): C, 61.91; H, 4.33; N, N, 4.01; Fe, 15.99. Rf 0.6 (petroleum ether-ethyl acetate, 3 : 1). MS, m/z (Irel(%)): 349 [M]+ (100). 1H NMR, delta: 4.18 (s, 2 H, C5H4); 4.27 (s, 5 H, C5H5); 4.48 (s, 2 H, C5H4); 5.21 (s, 2 H, CH2); 7.15 (d, 1 H, Het, J = 7.6 Hz); 7.22-7.31 (m, 2 H, Het); 7.32 (d, 1 H, Het, J = 7.6 Hz). 13C NMR, delta: 45.66 (CH2), 68.74 (C5H4), 68.96 (C5H5), 69.69 (C5H4), 80.29 (ipsoC5H4), 109.81 (Het), 110.34 (Het), 124.17 (Het), 124.75 (Het), 131.51 (Het), 147.05 (Het), 180.06 (C=S).

The synthetic route of 1273-86-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Osipova, E. Yu.; Ivanova; Rodionov; Korlyukov; Arkhipov; Simenel; Russian Chemical Bulletin; vol. 65; 12; (2016); p. 2868 – 2872; Izv. Akad. Nauk, Ser. Khim.; vol. 65; 12; (2016); p. 2868 – 2872,5;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

New learning discoveries about 1273-86-5

As the paragraph descriping shows that 1273-86-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1273-86-5,Ferrocenemethanol,as a common compound, the synthetic route is as follows.

Compound hydroxymethylferrocene S5 (1 g, 4.63 mmol),1-chloro-3,5-di-p-chlorobenzoyloxy-2-deOxygen-D-ribose S6 (1.79 g, 4.17 mmol),Anhydrous Cs2CO3 (2.60 g, 7.87 mmol) was dissolved in anhydrous dichloromethane.Stir at room temperature overnight, and vortex off the solvent.Silica gel column chromatography(Dichloromethane: methanol = 95:5) was purified to give an orange-red compound S7 (yield: 80%).

As the paragraph descriping shows that 1273-86-5 is playing an increasingly important role.

Reference£º
Patent; Hunan University; Tan Weihong; A Budula¡¤lazhate¡¤moyideng; (23 pag.)CN109265486; (2019); A;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion